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Synlett 2003(6): 0833-0836
DOI: 10.1055/s-2003-38740
DOI: 10.1055/s-2003-38740
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York
Iridium-HetPHOX Complexes for the Catalytic Asymmetric Hydrogenation of Olefins and Imines
Further Information
Received
19 February 2003
Publication Date:
17 April 2003 (online)
Publication History
Publication Date:
17 April 2003 (online)
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Abstract
Heterocyclic phosphino oxazolines derived from thiophene and benzo[b]thiophene (HetPHOX) form highly active iridium complexes for the enantioselective hydrogenation of olefins and imines.
Key words
hydrogenation - asymmetric catalysis - ligands - iridium - alkenes
- 1
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2a
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Pfaltz A.Blankenstein J.Hilgraf R.Hörmann E.McIntyre S.Menges F.Schönleber M.Smidt SP.Wüstenberg B.Zimmermann N. Adv. Synth. Catal. 2003, 345: 33 -
5b
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5c Chiral phospholane-oxazoline
ligands:
Tang W.Wang W.Zhang X. Angew. Chem. Int. Ed. 2003, 42: 943 -
5d Hydrogenation with chiral
imidazolylidines:
Powell MT.Hou D.-R.Perry MC.Cui X.Burgess K. J. Am. Chem. Soc. 2001, 123: 8878 - 6
End N,Berens U,Stoessel C, andCozzi PG. inventors; (CibaSC AG), Patent Application, PCT/EP02/08588. -
7a
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reactions:
Pfaltz A.Lautens M. In Comprehensive Asymmetric Catalysis Vol. II:Jacobsen EJ.Pfaltz A.Yamamoto H. Springer; Berlin: 1999. Chap. 24. p.833-844 -
10a
Menges F.Neuburger M.Pfaltz A. Org. Lett. 2002, 4: 4713 -
10b
Busacca C. inventors; Patent Application, WO 01/18012. (Boehringer Ingelheim Pharmaceuticals)
References
Single crystals of complex 6c were obtained by layering a chloroform solution with pentane. Crystallographic data have been deposited under CCDC 203958.
9Smidt, S. P.; Mukherjee, P.; Pfaltz, A.; Neuburger, M., unpublished results.